Orotidine
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| Template:Chembox header| Orotidine | |
|---|---|
| Chemical structure of orotidine Ball-and-stick model of orotidine | |
| Systematic name | 4-Pyrimidinecarboxylic acid, 1,2,3,6-tetrahydro- 2,6-dioxo-3-beta-D-ribofuranosyl- |
| Other names | 3-Ribofuranosylorotic acid, 6-Carboxyuridine |
| Chemical formula | C10H12N2O8 |
| Molecular mass | 288.213 g/mol |
| Density | x.xxx g/cm3 |
| Melting point | 200°C |
| Boiling point | xx.x °C |
| CAS number | 314-50-1 |
| SMILES | C1=C(N(C(=O)NC1=O)C2C(C(C(O2)CO)O)O)C(=O)O |
| Template:Chembox header | Disclaimer and references | |
Orotidine is a nucleoside formed by attaching orotic acid to a ribose ring via a β-N1-glycosidic bond. It is found in bacteria, fungi and plants. It was first isolated in 1951 from the fungus Neurospora by A. Michael Michelson, William Drell, and Herschel K. Mitchell.[1] In humans, orotidine occurs as its 5'-phosphate (orotidylic acid), which is an intermediate in pyrimidine nucleotide biosynthesis (cytidine and uridine) that are found in nucleic acids. Orotidine itself is not a component of nucleic acid. Large amounts of orotidine are excreted in the urine of cancer patients treated with 6-azauridine.